Find Hotels with Free Wifi in Chestertown, MD
Check availability on Chestertown Hotels with Free Wifi
Our top choices for Chestertown hotels with free wifi
8.6 out of 10, Excellent, (859)
"Everything was well!"
Ahmed
$102 nightly
The price is $113
Dec 21 - Dec 22
Total with taxes and fees
7.8 out of 10, Good, (77)
"Very nice rooms, "
Stephania
$113 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
7.2 out of 10, Good, (420)
"Professional staff, warm greetings clean room "
Dr. Nicholas and Mrs. Karen
$72 nightly
The price is $80
Dec 20 - Dec 21
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic ChestertownChestertown
9.6 out of 10, Exceptional, (108)
"Amazing and neat and very private "
Alexander M.
$144 nightly
The price is $159
Dec 15 - Dec 16
Total with taxes and fees
5.2 out of 10, (175)
"Rooms are clean, staf was helpful "
Daryl
$64 nightly
The price is $70
Dec 24 - Dec 25
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
Holiday Inn Express & Suites Middletown by IHGMiddletown
9.2 out of 10, Wonderful, (649)
"The room was great and the staff was even better!"
STEVEN
$93 nightly
The price is $103
Jan 11 - Jan 12, 2026
Total with taxes and fees
9.0 out of 10, Wonderful, (601)
"very pet friendly!!"
larry
$90 nightly
The price is $101
Dec 20 - Dec 21
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
Fairfield Inn & Suites by Marriott MiddletownMiddletown
9.2 out of 10, Wonderful, (320)
"The room was spotless, courteous staff, and a wonderful breakfast to start my day "
Alan
$108 nightly
The price is $120
Dec 21 - Dec 22
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Chestertown Hotel Reviews
Comfort Inn & Suites Chestertown
10/10 Excellent
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